L-methionine sulfone

Identification

Name
L-methionine sulfone
Accession Number
DB03790  (EXPT02437)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
  • (S)-Amino-4-(methylsulphonyl)butyric acid
  • L-2-amino-4-(methylsulfonyl)butanoic acid
  • Methionine sulfone
  • S-dioxymethionine
Categories
UNII
V3Z9QH81BX
CAS number
7314-32-1
Weight
Average: 181.21
Monoisotopic: 181.040878535
Chemical Formula
C5H11NO4S
InChI Key
UCUNFLYVYCGDHP-BYPYZUCNSA-N
InChI
InChI=1S/C5H11NO4S/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
IUPAC Name
(2S)-2-amino-4-methanesulfonylbutanoic acid
SMILES
CS(=O)(=O)CC[C@H](N)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCatalaseNot AvailableProteus mirabilis
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
445282
PubChem Substance
46507503
ChemSpider
392966
ChEBI
87824
ChEMBL
CHEMBL442720
ZINC
ZINC000001691392
PDBe Ligand
OMT
PDB Entries
1e93 / 1ea0 / 1h6n / 1h7k / 1m85 / 1mqf / 1nm0 / 2cag / 2cah / 2f1k
show 9 more

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility43.9 mg/mLALOGPS
logP-3.2ALOGPS
logP-4.5ChemAxon
logS-0.62ALOGPS
pKa (Strongest Acidic)1.55ChemAxon
pKa (Strongest Basic)8.69ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.46 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity39.1 m3·mol-1ChemAxon
Polarizability16.88 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.755
Blood Brain Barrier+0.8382
Caco-2 permeable-0.6525
P-glycoprotein substrateNon-substrate0.5423
P-glycoprotein inhibitor INon-inhibitor0.9615
P-glycoprotein inhibitor IINon-inhibitor1.0
Renal organic cation transporterNon-inhibitor0.933
CYP450 2C9 substrateNon-substrate0.7311
CYP450 2D6 substrateNon-substrate0.8052
CYP450 3A4 substrateNon-substrate0.5844
CYP450 1A2 substrateNon-inhibitor0.7797
CYP450 2C9 inhibitorNon-inhibitor0.9018
CYP450 2D6 inhibitorNon-inhibitor0.9304
CYP450 2C19 inhibitorNon-inhibitor0.8946
CYP450 3A4 inhibitorNon-inhibitor0.967
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9963
Ames testNon AMES toxic0.8375
CarcinogenicityNon-carcinogens0.8894
BiodegradationReady biodegradable0.6342
Rat acute toxicity1.8765 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9775
hERG inhibition (predictor II)Non-inhibitor0.9216
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-004i-0930000000-a8b2cb0213ee893d48ae
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-004i-0920000000-75355597daa1abd45a2b
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00b9-7930000000-bf8359c3bdba1ca22a19
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-004i-9100000000-a64e4e4f00f558b8d041
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-053i-2900000000-86df25eea3b31b87c864

Taxonomy

Description
This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
L-alpha-amino acids
Alternative Parents
Thia fatty acids / Sulfones / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
Substituents
L-alpha-amino acid / Thia fatty acid / Fatty acid / Fatty acyl / Sulfone / Sulfonyl / Amino acid / Carboxylic acid / Monocarboxylic acid or derivatives / Organopnictogen compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
sulfone, non-proteinogenic L-alpha-amino acid, L-methionine derivative (CHEBI:21363)

Targets

Kind
Protein
Organism
Proteus mirabilis
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Decomposes hydrogen peroxide into water and oxygen; serves to protect cells from the toxic effects of hydrogen peroxide.
Gene Name
katA
Uniprot ID
P42321
Uniprot Name
Catalase
Molecular Weight
55614.085 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on March 01, 2020 19:14

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